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Anthracene is a solid polycyclic aromatic hydrocarbon (PAH) of formula C 14 H 10, consisting of three fused benzene rings. It is a component of coal tar. Anthracene is used in the production of the red dye alizarin and other dyes. Anthracene is colorless but exhibits a blue (400–500 nm peak) fluorescence under ultraviolet radiation. [13]
The reaction of anthracene with N-methylformanilide, also using phosphorus oxychloride, gives 9-anthracenecarboxaldehyde: N -Methylformanilide and anthracene and phosphorus oxychloride In general, the electron-rich arene ( 3 ) must be much more active than benzene for the reaction to proceed; phenols or anilines are good substrates.
The name "anthraquinone" was first used by German chemists Carl Graebe and Carl Theodore Liebermann in a 1868 publication describing the chemical synthesis of the red dye alizarin from anthracene, a component of coal tar. This discovery led to the industrial production of alizarin and the impetus for further research on anthraquinone chemistry. [1]
Aromatization is a chemical reaction in which an aromatic system is formed from a single nonaromatic precursor. Typically aromatization is achieved by dehydrogenation of existing cyclic compounds, illustrated by the conversion of cyclohexane into benzene. Aromatization includes the formation of heterocyclic systems.
In the early 20th century, American-produced creosote oils typically had low amounts of anthracene and high amounts of naphthalene, because when forcing the distillate at a temperature that produces anthracene the soft pitch will be ruined and only the hard pitch will remain; this ruined it for use in roofing purposes (which was common before ...
An aromatic π-sextet can be represented by a circle, as in the case of the anthracene molecule (below). Clar's rule states that for a benzenoid polycyclic aromatic hydrocarbon (i.e. one with only hexagonal rings), the resonance structure with the largest number of disjoint aromatic π-sextets is the most important to characterize its chemical ...
Simple aromatic rings can be heterocyclic if they contain non-carbon ring atoms, for example, oxygen, nitrogen, or sulfur. They can be monocyclic as in benzene, bicyclic as in naphthalene, or polycyclic as in anthracene. Simple monocyclic aromatic rings are usually five-membered rings like pyrrole or six-membered rings like pyridine.
Anthraquinone, also called anthracenedione or dioxoanthracene, is an aromatic organic compound with formula C 14 H 8 O 2. Several isomers exist but these terms usually refer to 9,10-anthraquinone (IUPAC: 9,10-dioxoanthracene) wherein the keto groups are located on the central ring. It is used as a digester additive to wood pulp for papermaking.